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Beach Rentals and Apartments in Kailua, HI

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    All 108 Rentals in Kailua
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    $135
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    1 / 19
    5 of 5 stars (2) Excellent
    Studio / 1 Bathroom / Sleeps 2
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    $165
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    1 / 30
    4.5 of 5 stars (3) Very good
    Studio / 1 Bathroom / Sleeps 2
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    $190
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    4 of 5 stars (3) Very good
    1 Bedroom / 1 Bathroom / Sleeps 2
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    $95
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    1 / 10
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 2
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    About this property
    Enjoy the peace and quiet in this quaint, private cottage. The property offers a queen-size bed, kitchenette, lovely tropical yard and covered lanai with outdoor seating to relax in after a day at the beach. Wash the sand off in the private outside shower. Located only 1-1/2 blocks to famous Kailua... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed January 7, 2015
    Happy we stayed here - Janet was friendly and easy to reach before and during our visit. Wonderful place for our staycation! Quiet neighborhood, comfy bed, clean accommodations...
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    $175
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    1 / 18
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dryer
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    • Mountain Views
    • Safe
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    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Footsteps to Hawaii's best beach. Newly constructed and fully furnished with all the amenity. It is a short walking distance to Kailua and Lanikai beaches, hiking, shopping, restaurants and fun. View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed September 22, 2014
    We loved this wonderful spot. It was as described 5 minutes walk to the beach, beautifully presented, immaculately clean. Eveything we needed was there, they have really thought...
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    1 / 24
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dishwasher
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    • Mountain Views
    • Ocean Views
    • Satellite TV
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    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Ocean Front House, 2 Bdrm/2 Bath + Ohana Room, Sleeps 4-6. Great outdoor spaces. Honu Hale Lanikai (Honu means turtle, Hale means house) is a simple and comfortable two bedroom oceanfront vacation home in beautiful Lanikai on the island of Oahu. It has one bedroom/one bath in the main house and a... View all property information
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    Kailua, Oahu 96734
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    $8,750
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    1 / 12
    5 of 5 stars (4) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Our home is located DIRECTLY on the Beach. Arguable the BEST BEACH beach, the BEST VIEWS, and on the BEST BEACH ACCESS in Hawaii. WONDERFULLY soft and manicured yard. LOTS of TEAK: lounger chairs, rocking chairs, porch swing, picnic tables, and accessories -THE HOUSE: Our home is tastefully... View all property information
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    Kailua, Oahu 96734 2324
    5 of 5 stars Reviewed May 31, 2015
    Our family got to spend a week in paradise in Dan's home. The view from the lanai is outstanding. Steps to the beach, all the beach and water toys one could ever hope for, perfect...
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    1 / 16
    5 of 5 stars (6) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Dryer
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    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Come and play at the Beach We are located in a prime residential neighborhood 2 blocks from Kailua Beach Park Entrance as well as downtown. And for those of you traveling without a car, a major bus line is just around the corner. Here you will be surrounded by lush landscaping and find... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed July 7, 2014
    We enjoyed staying in this neat and clean studio apartment. Sabine and Ray were welcoming and have put a lot of thought into providing everything for guests' comfort. We loved...
    4 of 5 stars Reviewed June 28, 2014
    We spent 6 nights at Suite Aloha at the end of April. The studio apartment was very clean, nicely furnished and decorated in Hawaiian style. We made use of the large gas barbecue...
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    $199
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    1 / 23
    1 Bedroom / 1 Bathroom / Sleeps 3
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    • Dryer
    • Internet Access
    • Mountain Views
    • Washer
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Completely Renovated Cottage in Kailua in very close walking distance to the beach. High Speed Internet with WiFi Access, HD-TV, Oven, Microwave, Toaster, Coffee Maker, Refrigerator, Washer, Dryer, Bathtub. Eastern King Size Bed and additional sleeper couch for another Queen-Size Bed. Our Cottage... View all property information
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    Location Information
    Kailua, Oahu 96734
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    $150
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    1 / 15
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
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    • x
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    About this property
    If you're looking for a perfect spot to call home during your stay in Kailua, you'll love this one bedroom/one bath apartment in walking distance of world-famous Kailua and Lanikai Beaches. This unit, which has just been made available as a monthly vacation rental, is tucked away in a quiet,... View all property information
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    Location Information
    Kailua, Oahu 96734
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    $450
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    1 / 23
    4 of 5 stars (1) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Within half an hour of Honolulu International Airport and Waikiki, this quaint beach house sits on one of the most beautiful beaches in the state of Hawaii - Kailua- miles of white sand, with water sports, dining, sunrise and sunset beach walks, and private hot tub. It is an easy drive to Sea Life... View all property information
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    Kailua, Oahu 96734
    4 of 5 stars Reviewed March 1, 2015
    Our stay at Kailua beach was lovely. It is a strikingly beautiful beach with very child friendly waters. Great swimming. The cottage is a simple, light-filled, older beach...
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    $395
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    1 / 16
    4.5 of 5 stars (24) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Beautiful, licensed, newly remodeled 3 Bedrm, 3 Bath Kailua Beach side villa, surrounded with lush tropical gardens, on private estate with swimming pool and jacuzzi.. Just walk down a private beach lane and in less than 2 minutes you would be at the most beautiful beach in the country! It is a... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed February 23, 2015
    We stayed for one week and rented the three properties available for our extended family. Grandparents and two families of four with small children and babies. The rentals were...
    5 of 5 stars Reviewed April 19, 2014
    We wanted to celebrate a 50 year anniversary with the whole family and this proved to be the perfect setting! Each family of 4 had their own 'home': one was in Kukui House...
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    $265
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    4 of 5 stars (16) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Charming and Newly remodeled 2 Bedroom, 2 Bath Villa on private Beachside Estate with swimming pool and jacuzii. Just a short 2 minute walk to Kailua Beach through the park. Sleeps 4. View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed February 26, 2015
    I was visiting on my way back from TN and it was a very nice,quaint,quiet place and right outside a beautiful pool with lush landscaping... The couple that managed the place were...
    3 of 5 stars Reviewed February 18, 2015
    There are three separate rental residences on this property, and we rented all of them so that our family (daughter, her husband and two children, as well as our two adult sons...
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    $350
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    1 / 13
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Dryer
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    This cute quaint cottage is perfect for a vacation! It feels of beach house when you walk into it. With in walking distance to many beach access points along Lanikai beach. Luxury views and surroundings at your fingertips. This very new rental has been renovated and re-decorated for a clean,... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed April 9, 2015
    Lanikai cottage is less than 1 block from Lanikai beach, with a fantastically equipped kitchen- toaster, blender, mixer etc . There are ceiling fans in every room. Views are of...
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    $8,400
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    1 / 16
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Open the front door to a spectacular ocean view and the sound of waves crashing against the shoreline as you arrive in paradise. Take time to enjoy the stunning Kailua sunrise as the sun emerges from the sea between the majestic Mokulua Islands. The bright and airy open-floor design features... View all property information
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    Kailua, Oahu 96734
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    $525
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    1 / 42
    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Dishwasher
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    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • ?
    About this property
    Hawaiian Style Home, Pool, Tropical Setting, 4 Bdrm, 2 Bath, Short Walk To The Beach, Sparkeling Pool, Lush Tropical Yard Hale Pulelehua “The Butterfly House' has a spacious open feeling inside and out. The large windows front and back allow the trade winds to carry the sweet scent of Hawaiian... View all property information
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    Kailua, Oahu 96734
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    $290
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    1 / 10
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    Aloha and welcome to this comfortable three bedroom one bath house. There is a large back deck with a hot tub. This vacation home sleeps 6 - 7, it has one new Sealy Posturepedic queen size bed, one new Sealy Posturepedic king and two twin size beds, with a sleeper sofa in the living room. This... View all property information
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    Kailua, Oahu 96734
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    $149
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    1 / 12
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 5
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    • Grill
    • Internet Access
    • Mountain Views
    • Private Fishing...
    • Private Outdoor...
    • Safe
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Spacious Studio with Private Entrance & Bathroom This beautiful studio is located in a quiet neighborhood close to world famous Kailua Beach. Property is on the water with a large swimming pool. The area is surrounded by lush tropical Gardens that offer many private seating areas for morning... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed April 22, 2015
    We thoroughly enjoyed our five day stay at this Kailua studio. Photos are pretty accurate. It is bright and airy with a lovely backyard. Owners were there when we needed them but...
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    $325
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    4.5 of 5 stars (16) Very good
    7 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    A short peaceful 5 minute walk to the stunningly beautiful Kailua Beach will leave you in a state of bliss. Indulge yourself in an array of beach activities including swimming, snorkeling, kayaking, windsurfing and sunbathing as the tropical trade-winds pass by taking your worries with them.... View all property information
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    Kailua, Oahu 96734
    4 of 5 stars Reviewed May 20, 2015
    Recently stayed at this property with our two kids and our nanny plus her friend. Location is perfect! Walk to a lot of shops and restaurants and to the beach. There is a park...
    5 of 5 stars Reviewed February 11, 2015
    We were able to find this awesome accommodation last minute. The house is clean, spacious and in such a wonderful location. We were close to shopping, restaurants and the most...
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    $400
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    1 / 13
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beautiful 2 bedroom & 2 bathroom guest house, with private entrance, in a tropical and quiet setting. Lovely saltwater swimming pool with waterfall and relaxing surroundings. Private barbecue area, outdoor dining, also a luxury kitchen inside. Within walking distance to white sand Kailua Beach,... View all property information
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    Kailua, Oahu 96734
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    $125
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    1 / 23
    4.5 of 5 stars (7) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    We have 2 properties located directly across the street from one another with two 1 bedroom/ 1 bathroom units between the two properties as well as a two spacious studios & 4 private rooms. All our units have their own private entrances and outside sitting areas. Both these properties are centrally... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed April 2, 2015
    We stayed here during the second half of our trip and it is so much better than staying in Waikiki. The area feels much less busy than Honolulu and is very scenic. The room was...
    5 of 5 stars Reviewed February 13, 2015
    We wanted to avoid the big city feel and crowds of Honolulu so we looked in Kailua. It was perfect. We were minutes from the sites in Honolulu but on the most beautiful beach on...
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    $139
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    4 of 5 stars (1) Very good
    Studio / 1 Bathroom / Sleeps 3
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Sleep till noon. You'll like the Beach Bungalow at Kailua Guesthouse. This large studio cottage has a California king bed and a queen-size sofa bed. There's a large lanai with park bench and bistro table. Full bath with tub and shower. Complimentary assigned parking on property and laundry... View all property information
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    Kailua, Oahu 96734 6734
    4 of 5 stars Reviewed March 12, 2015
    Location au calme. Le propriétaire a pensé à tout..vous trouverez tout ce dont vous aurez besoin et plus encore.. Accueil sympa, propriétaire discret. Les plages des environs sont...
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    1 / 17
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Dishwasher
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    • Grill
    • Mountain Views
    • Private Outdoor...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    The epitome of island living is experienced in Kailua, Oahu. This home is located at the top of a private road, with direct private access to world renowned Kailua Beach. Enjoy the outdoors and relax in your spacious backyard and private swimming pool. Kailua town is just a short bike ride away,... View all property information
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    Location Information
    Kailua, Oahu 96734
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    $3,675
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    1 / 30
    5 of 5 stars (4) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Aloha and welcome to your beach house. This charming home has everything you need for your dream vacation. Bring your family and friends to unwind Island-style. Come on in and make yourself comfortable. As soon as you walk through the door the stress of everyday life will melt away. Most of the... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed February 23, 2015
    This was our first trip to Oahu, and we loved being on the quiet side of the island! What a wonderful home! We hit Costco on the way out from the airport and bouight groceries...
    5 of 5 stars Reviewed November 18, 2014
    This was our first visit to Hawaii and we loved every minute of it. The vacation home and owners were wonderful. The house was as described and perfect for our stay. The owners...
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    $950
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    1 / 28
    6 Bedrooms / 6 Bathrooms / Sleeps 14
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    • Air Conditioning
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    With access to the world-famous Kailua Beach and its turquoise waters being just four houses away and shops, restaurants and grocery nearby, the location of Helen's Beach House could not be more ideal. The exterior maintains a modest aesthetic, but this only serves as a cover of sorts for how... View all property information
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    Location Information
    Kailua, Oahu 96743
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    $199
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    1 / 24
    5 of 5 stars (4) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 3
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    LOCATION, LUXURY, PRIVACY, & SECURITY. KAILUA DREAMS-PALI is the PERFECT Vacation Rental for the discerning and well travelled guests. Guests will appreciate the location, luxury, privacy, and security our unit offers. We are conveniently located in a quiet neighborhood halfway between the world... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed April 12, 2015
    I know people do not want to overstate their claims about their rental property. These accommodations were over the top!. We had friends who lived in the same side of the...
    5 of 5 stars Reviewed December 18, 2014
    This is a rental apartment with the owners living on property. It is nestled into the quiet, private, safe and non-tourist town of Kailua on the western shore. Sure beats paying...
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    5 of 5 stars (5) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • x
    About this property
    LOCATION, LUXURY, PRIVACY, & SECURITY. KAILUA DREAMS-MAKAI is the PERFECT Vacation Rental for the discerning and well travelled guests. Guests will appreciate the location, luxury, privacy, and security our unit offers. We are conveniently located in a quiet neighborhood halfway between the... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed March 17, 2015
    One of the very best places we have stayed in Kailua. Great location, fabulous amenities including a full kitchen and use of the swimming pool! Many thanks to our hosts John...
    5 of 5 stars Reviewed February 8, 2015
    Between my husband and I, we have been to many different places throughout the world and this by far was the best vacation EVER....and a huge part of it was due to this incredible...
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    4 of 5 stars (1) Very good
    Studio / 1 Bathroom / Sleeps 2
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    • Air Conditioning
    • Grill
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    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
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    About this property
    Walk to Kailua Beach or Town. Located at: Hawaii Sheffield House 131 Kuulei Road Kailua, Hawaii The Hawaii Sheffield House Ginger Studio is located between Kailua Beach and Kailua Town.The Hawaii Sheffield House has its own 'secret garden' with an outdoor dining table. It is a delightful... View all property information
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    Kailua, Oahu 96734
    4 of 5 stars Reviewed January 31, 2014
    We were surprised just how spacious this studio is and how nice and fresh it is. Lots of storage and it's well equipped. There were a plate of muffins waiting for us as well as...
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    1 Bedroom / 1 Bathroom / Sleeps 3
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    • Grill
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • x
    About this property
    Hawaii Sheffield House is located only 10 houses to Kailua Beach. The closest beach access is Kaapuni Loop. Sheffield House provides a home away from home for your Kailua Hawaii vacation. The Garden Suite is a ground floor unit. The Garden Suite has free off street parking, free extreme hi... View all property information
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    Kailua, Oahu 96734
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    $1,565
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    1 / 24
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Pets allowed
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    • Suitable for children
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    About this property
    Description Our BEACHFRONT home is designed to provide you with a perfect vacation retreat. The house is as close to the beach as you legally can build. The beach of Kailua is renown for its fine white sand, blue green waters and safety. This is not a crowded beach, but has a pleasant neighborhood... View all property information
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    Kailua, Oahu 96734
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    $425
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    1 / 27
    4 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • x
    • Wheelchair access
    • Elder access
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    About this property
    E Komo Mai! (welcome) Your memorable stay starts as you drive down your private lane into the serenity of a tropical outdoor paradise, providing you with the ultimate island vacation location. Staying true to its Hawaiian charm the 3 bedroom 2 bathroom main home and 1 bed 1 bath separate cottage... View all property information
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    Kailua, Oahu 96734
    From
    $165
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    1 / 19
    4 of 5 stars (1) Very good
    Studio / 1 Bathroom / Sleeps 3
    traveler have booked this property
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    • Grill
    • Internet Access
    • Mountain Views
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
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    About this property
    Our newly renovated studio is the perfect get-away located in the heart of Kailua. Light-filled and breezy this is the perfect space for one or a couple, just minutes away from the beach by foot or bike. Kailua Seahorse Studio is PERFECT. It's even more beautiful in person than in the pictures.... View all property information
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    Kailua, Oahu 96734
    4 of 5 stars Reviewed April 21, 2015
    This little studio was perfect for our needs. We stayed 4 nights and enjoyed every second! Cindy was accessible by text/call and very knowledgeable about the area, she's able to...
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
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    About this property
    Beautiful Single Family Home is sought after neighborhood in Kailua. 15 minutes walk to the beach, Fully furnished with dishes, linens, kitchenware - everything you need. Accommodates 4-6 Some standout features are -- -- 2270 sq feet of house plus a yard that is about 1800 sq feet. -- beautiful... View all property information
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    Kailua, Oahu 96734
    From
    $200
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    Studio / 1 Bathroom / Sleeps 3
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    • Air Conditioning
    • Dryer
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    • Safe
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
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    About this property
    Enjoy the secluded breath taking beach from our fully furnished one-bedroom hideaway for groups from 1-3. Relaxed, casual beach home living, just steps away to Lanikai’s heavenly reef-protected waters and natural stretch of white sand beach, with an amazing sunrise and moonrise of one of the... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $1,350
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    1 / 19
    6 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Dishwasher
    • Dryer
    • Grill
    • Satellite TV
    • Sauna
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    ***As of August, 2014, the Kailua Beachfront Retreat will require at least 10 night stays year round.*** With over 3,000 square feet of living space, this 6 bedroom, 5 bath, Kailua Luxury Beachfront Retreat is the perfect place for friends and family to gather and enjoy an amazing experience... View all property information
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    Kailua, Oahu
    From
    $330
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    1 / 19
    3 Bedrooms / 1 Bathroom / Sleeps 7
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Hale Plumeria is the perfect home for your vacation; away from tourist areas, yet convenient to airport & all major attractions such; scenic drive to North Shore, Sea life Park, Lanikai, Kailua Beach, Hiking, snorkeling, paddle boarding, kayaking, surfing, boogie boarding & so much more... Hale... View all property information
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    Kailua, Oahu 96734
    From
    $250
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    1 Bedroom / 1 Bathroom / Sleeps 3
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • x
    About this property
    Enjoy a restful respite in this private cozy cottage. We are in Lanikai, across the street from the ocean and the beautiful Mokulua islands. The cottage is a separate building located on the back corner of a 10,000 sq. ft. lot. It is a comfortable roomy self-contained one-bedroom cottage... View all property information
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    Kailua, Oahu 96734
    From
    $70
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    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    • Dishwasher
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    • Mountain Views
    • Washer
    • Waterfront
    • Water Views
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    About this property
    Airy and bright bedroom with private bathroom in house with resident owner in Kailua. Backyard faces a canal that empties into ocean. Dock and barge boat for afternoon relaxation. Hiking, windsurfing and ocean sports, lovely beaches, and shopping within 2 miles. Waikiki and airport easy to... View all property information
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    Kailua, Oahu 96734
    From
    $148
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    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
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    • Internet Access
    • Mountain Views
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    • ?
    About this property
    The majestically beautiful Koolau mountains, palm trees swaying in the distance, beautiful bougainvillea and other tropical flora plus spectacular sunrises are all yours in this large, airy one-bedroom lower level of a two-story home. Tranquil, and safe, this home is in a quiet residential upscale... View all property information
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    Kailua, Oahu 96734
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    1 / 19
    4 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Shared Outdoor Pool...
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    • Pets allowed
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    • Suitable for children
    • ?
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    • Elder access
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    About this property
    Plumeria Hale is a gorgeous vacation home located on the Windward side of Oahu, near famous Kailua Beach Park and Lanikai. The home offers four bedrooms, all with plush furnishings. Two bedrooms have en-suite baths. The living space is designed around a great room that is perfect for family time... View all property information
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    Kailua, Oahu 96734
    From
    $169
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    1 Bedroom / 2 Bathrooms / Sleeps 3
    traveler have booked this property
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    • Air Conditioning
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    • Housekeeping...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    About this property
    BOOK DIRECTLY THROUGH OWNER AND SAVE 5%! Step back in time and soak up a peaceful, private, quintessential Hawaiian vacation experience. (if this suite is booked, please ask me about our other suites!) Please note we do charge $15 extra per night for a third person. The PINEAPPLE SUITE is a NEWLY... View all property information
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    Kailua, Oahu 96734
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    $300
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    5 of 5 stars (16) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Blossoms, palms and tiki's welcome you as you enter the 1/4 acre property tucked away beach side on a private lane. This spacious home is surrounded by exotic tropical gardens, and is just steps to Kailua's beautiful beach, 75 yards via private right of way. We offer a two bedroom rental unit... View all property information
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    Kailua, Oahu 96734
    4 of 5 stars Reviewed October 20, 2014
    This is a well appointed, spacious apartment, very close to the beach. Plenty of space for four adults and one small child. Only real negative, is, apart from a small balcony...
    5 of 5 stars Reviewed March 10, 2014
    I have always loved Kailua Beach and the windward side of the island but never stayed there. This bungalow was perfect - easy to find, helpful owners, steps from a path to the...
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    5 of 5 stars (24) Excellent
    Studio / 1 Bathroom / Sleeps 3
    Overview Reviews (24) Make Inquiry
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Blossoms and palms welcome you as you enter the property. You are surrounded by shading trees and tropical flora. Just steps away is beautiful Lanikai Beach approximately 30 yards, just across the street. Lanikai is a quaint beachside community in Kailua on the island of Oahu. Our private,... View all property information
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    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed May 23, 2015
    I absolutely love Lanikai Studios: From the property managers to the room to all the amenities, this is the BEST place to stay. You are only steps away from beautiful Lanikai...
    5 of 5 stars Reviewed April 6, 2015
    Loved, loved, staying here! We owned a family home for 20 years, about 2 blocks from here, so I was spoiled.....this was definitely the next best thing! Great Location to the 2...
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    $1,325
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    4 of 5 stars (1) Very good
    6 Bedrooms / 4 Bathrooms / Sleeps 14
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    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Kailua Beach House is a casual, two-story 6 bedroom, 4.5 bath beachfront home with 5,000 square feet of living space. The 1/2 acre privacy-fenced property features a large, free-form swimming pool which has a poolside cabana with a shower and a built-in BBQ. The property decor features light... View all property information
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    Kailua, Oahu 96734
    4 of 5 stars Reviewed April 8, 2013
    Wonderful location right on the beach and perfect home to celebrate my birthday with all 16 members of my family. Decor was a little dated but adequate. Loved being on the beach...
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    $1,650
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    1 / 22
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    This getaways name, Maluhia, translates into Peace in Hawaiian, and its not hard to see whynestled in the region of Kailua, known for its turquoise waters, and white sandy beaches, youll feel relaxed in this tranquil space, its one of our top Oahu vacation rentals. The low-key area of Kailua also... View all property information
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    Kailua, Oahu
    From
    $2,065
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    1 / 24
    5 of 5 stars (4) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Ocean Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    BEAUTIFUL BEACHFRONT 1 bedroom 1 bath suite for 2 adults, or the whole 2+ bedroom 2 baths for 4-6. Tropical paradise directly on the quiet side of Kailua beach features a huge luxury home tucked away on a private beach lane. This fabulous home is designed with many giant windows and oversized... View all property information
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    Kailua, Oahu 96734
    5 of 5 stars Reviewed April 15, 2014
    If you like falling asleep to the sound of the ocean, taking long walks on a soft sand beach or relaxing in the hammock on the lawn, this is the place for you!. Our family of four...
    5 of 5 stars Reviewed October 20, 2013
    Very nice place for our family since the children are small and can sleep on the couch. The parking is tight. The house is truly right on the beach. A mile from "downtown" Kailua...
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    $185
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    4 of 5 stars (5) Very good
    1 Bedroom / 1 Bathroom / Sleeps 3
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    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Ocean Views
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
    • x
    About this property
    This is the best oceanfront vacation rental in Kailua. Period... We are a legal licensed vacation rental. The city has cited and evicted tenants from illegal Kailua vacation rentals. Our non conforming use certificate number is 4-4-039:012 90/BB -0060. Absolutely Oceanfront -These are Kailua... View all property information
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    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed May 4, 2015
    Stayed for a week in late April, they're not lying when they say this place is right on the ocean! Unfortunately the weather was quite windy while we were there so we weren't able...
    5 of 5 stars Reviewed March 26, 2013
    This place was just as described, lovely! Peaceful, accommodating and very clean. The owners were very pleasant. We would recommend this place to anyone. It really...
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    $775
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    1 / 24
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Kakela Kai is a well-maintained, nicely furnished four bedroom, three bath contemporary home with den and approx. 2,200 sq. ft. located in a security-gated neighborhood near the center of Kailua Beach. High ceilings and sliding glass doors in the main living areas provide a feeling of spaciousness... View all property information
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    Location Information
    Kailua, Oahu 96734
    From
    $4,500
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    1 / 26
    5 Bedrooms / 6 Bathrooms / Sleeps 10
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    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
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    About this property
    The Kailua Plantation Estate is a rare jewel that comes fully appointed with Plantation style finishes and furnishings from around the world. Step from a secure entry and motor court into beachfront luxury that whispers old Hawaii, yet offers all of the latest amenities and technologies of a modern... View all property information
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    Location Information
    Kailua, Oahu
    From
    $1,500
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    1 / 24
    5 of 5 stars (12) Excellent
    5 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Reviews (12) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Casual accommodations located on Kailua Beach, voted 'Best Beach in the United States' by a variety of publications. Five bedrooms and five and half baths make this an ideal home to enjoy on your next Oahu visit. Large outdoor deck spaces provide the perfect place to relax in the sun or enjoy a... View all property information
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    Location Information
    Kailua, Oahu 96734
    Kailua Vacation Rentals

    Kailua's pristine beaches and strong trade winds make it an excellent destination for swimming, sailing, kite-flying, or just relaxing and enjoying the view. If you are planning a trip to Kailua for your next vacation, why not try renting your very own vacation home instead of staying at a hotel? There are cozy rental condos perfect for a romantic beach getaway, luxurious beachfront houses spacious enough for the whole family, and everything in between. With the amazing assortment of vacation rentals in Kailua, there is sure to be a perfect rental for any budget or need. Vacation rentals provide a truly one-of-a-kind experience when traveling to Kailua, with all the privacy and space of your own home away from home.

    A Kailua Vacation

    Kailua Beach Park is one of the major destinations in the area, and has the unique distinction of being two separate and very different beaches divided by a small area. Both Kailua and Lanikai beaches attract swimmers, surfers, and boaters alike due to their soft white sand, beautiful waters, and postcard views of the two islands in the distance. After you hit the beach, how about a shopping trip to Kailua Farmer's Market for some fresh food, or Mu'umu'u Heaven for some unique island wear? Barbie lovers rejoice; Kailua is home to the Hawaii Loves Barbie Dolls Museum, a private collection that is free to check out if you make an appointment in advance. No matter how you decide to spend your time in Kailua, at the end of the day staying at your very own vacation rental will make your trip even more special.

    Family-Friendly Kailua

    From flying kites at the beach to enjoying the Barbie Dolls museum, there is plenty to do in Kailua that children will love. With vacation rentals, it is easy to bring along the entire family without worrying about renting extra hotel rooms. Your rental condo, villa, or beachfront home will have enough space for everyone. For large groups, it is the more comfortable and economical choice, and children will feel more secure knowing they are staying in a place that feels like home.